Holiday rentals with a kayak in Kailua

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in Kailua

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Guest favourite
A panoramic view captures the marina bustling with boats, with clear blue waters reflecting the sky. Lush palm trees line the area, and a sandy beach is visible in the distance, framed by the vibrant horizon and scattered clouds.
Flat in Waikiki
4.96 out of 5 average rating, 110 reviews

*Remodeled Oceanfront in Waikiki - Ilikai Marina

Welcome to our oceanfront home offering stunning ocean views and Hawaiian sunsets, all within walking distance to the beach. Whether you're seeking adventure, family fun, or relaxation, this is the perfect destination while visiting Oahu. On Friday nights, enjoy spectacular fireworks right from your balcony. We look forward to sharing recommendations for local restaurants, beaches, and activities to make your time in Hawaii unforgettable. Book now and start planning your island getaway with us!

Superhost
Flat in Waikiki
New place to stay

Classic Unit at the Waikiki Banyan

Welcome to your perfect Hawaiian getaway! This beautiful unit at Waikiki Banyan offers the ideal blend of comfort, convenience, and island charm just a short stroll from world-famous Waikiki Beach. Step into a bright and breezy space designed for relaxation after a day in the sun. You’ll enjoy a thoughtfully arranged layout, cozy furnishings, and everything you need to feel right at home. Note: The pool and recreation deck are currently under construction and will remain closed until summer 2026

Guest favourite
A private balcony offers views of nearby palm trees and the city skyline. A small round table with a vase of flowers is positioned between two metal chairs, creating an inviting space for relaxation.
Apartment in Waikiki
4.75 out of 5 average rating, 121 reviews

Rare Waikiki Gem | FREE Parking + Walk to BEACH

Stay in a spacious 2-bedroom, 1 bath retreat just minutes from Waikiki Beach—one of the most sought-after locations in Hawaii. Enjoy the RARE convenience of FREE PARKING, a huge value in Waikiki. Perfectly located near Hilton HawaiianVillage, Ala Moana Center & top dining—yet tucked away for a QUIET and PRIVATE stay. ✔ Family friendly - Sleep 5-6 ✔ Pool, BBQ, Free WiFi & A/C ✔ Walk everywhere in Waikiki Book now and experience comfort, convenience & unbeatable value in the heart of Waikiki.

Top guest favourite
A comfortable living area features a light-colored sofa adorned with colorful pillows. A wooden coffee table sits atop a patterned rug, complemented by two woven chairs. Floor-to-ceiling windows provide expansive views of the mountains and cityscape, inviting natural light into the space.
Apartment in Waikiki
4.97 out of 5 average rating, 79 reviews

[Rare]Mtn View | Walk Score 95 | Parking | Kitchen

Experience the newly renovated corner unit at Waikiki Banyan, with stunning 270° views of the Koʻolau Mountains, Koko Head, Diamond Head, and the Honolulu skyline from a private 28th-floor lanai. Revel in breathtaking sunrises and vibrant rainbows. In the heart of Waikiki, the unit is just 1 block from Waikiki Beach, Kapiolani Park, and Honolulu Zoo. Walk Score 95, easy access to nearby grocery stores, coffee shops, restaurants, and shops. ★ "We can't wait to come back and stay here again!" ★

Apartment in Punaluu
4.68 out of 5 average rating, 68 reviews

North Shore Turtle Cove - Beachfront Condo with AC

Watch Honu (Giant Hawaiian Sea Turtles) in your backyard! And fall asleep to the sound of the ocean. Or watch waterfalls draping down mountains across the street after heavy rain. Remodeled beachfront condo with floor to ceiling lanai window, partial ocean view, resort style building amenities and en suite washer & dryer. Comfortably sleeps 6 with multiple beds, including King size sleeper sofa. Immerse yourself in everything North Shore living has to offer while only 45 Min drive to Honolulu.

Top guest favourite
Cottage in Makaha Valley
5 out of 5 average rating, 92 reviews

Support Local Pool Spa Gym Top 5% Family Friendly

🌺 Mahalo for choosing to support a local family! We know you have many options, but we promise you will be pleased with your decision to stay in our quiet, peaceful, and family-friendly home. Whether you are a small family or large group, our Hale (home) is the perfect fit for you. 3/26/2026 update: Our property has been unaffected by the recent historic flooding on O'ahu, and guests can enjoy a safe and comfortable stay. 💦💪🏽 Community Pool, Spa & Fitness center 8 minute walk away 🛁

Top guest favourite
A bright living room features modern furniture with a dark gray couch and two vibrant purple chairs. Natural light fills the space from large windows, framed by sheer curtains, and a piece of scenic artwork is displayed on the wall. A small coffee table holds decorative items.
Home in Waianae
4.95 out of 5 average rating, 133 reviews

Oahu Ocean View • Sleeps 14, Pool, Hot Tub, Beach!

Welcome to Ohana Paradise! Why guests love our cozy Makaha Valley home: Free parking for up to 4 cars (hotels charge $40–$100 per car) Full kitchen—cook your own meals and save on dining out 4-stage reverse osmosis drinking water—no need to buy bottled water Private backyard with a BBQ grill—perfect for outdoor dinners Washer and dryer in the garage—travel light! Gated community with pool, hot tub, gym, and scenic mountain views Uncrowded beaches, hiking trails, and great surf spots!

Superhost
The image captures the Lagoon Tower, a tall building adorned with colorful artwork, situated along a pristine beach. Gentle waves lap at the shore, while sunbathers enjoy the sandy beach, with the backdrop of vibrant city skyscrapers and lush tropical palm trees framing the scene.
Apartment in Waikiki
5 out of 5 average rating, 4 reviews

2BR Non-Ocean View at Oceanfront Hilton Resort

Escape to paradise at Hilton Grand Vacations Club Lagoon Tower! Your private 2-bedroom suite blends home comforts with resort luxury in Waikiki’s most iconic beachfront resort. A perfect family-friendly getaway, it is home to Duke Kahanamoku Beach, Best Beach 2024 winner. Enjoy access to pools, a beautiful saltwater lagoon, beach, watersports, and walkable dining, shopping, and activities. Whether unwinding, exploring, or celebrating, everything is designed for a relaxing, memorable stay.

A serene beach landscape is presented, featuring soft sandy shores that gently meet clear turquoise waters. A distant mountain range is visible against a blue sky with scattered white clouds, creating a harmonious outdoor setting.
Guest house in Laie
4.76 out of 5 average rating, 42 reviews

Close 2 Beach Entire Guest Suite

Due to local regulations, this home can only be rented once in a 30 day period. *Please reach out to us prior to booking. Availability shown in the calendar is not guaranteed. Recently renovated, this unit is a four bedroom, two bathroom getaway with high speed WiFi internet, washer/dryer and air conditioning. The beach access point is less than a 4 minute walk away! You are also only a 5-10 min walk away from the Polynesian Culture Center, BYU-Hawaii Campus and the Mormon LDS Temple.

Guest favourite
A tropical pathway leads from a sandy beach to the bright blue ocean, with gentle waves lapping against the shore. Lush greenery borders the scene, while distant hills are visible on the horizon under a partly cloudy sky.
Place to stay in Kailua
4.96 out of 5 average rating, 113 reviews

Nai’a Suite at La Bella’s-Walk to Beach-Licensed

La Bella’s B&B is a High End Luxury home filled with charm and a touch of farmhouse/beach elegance. Two Suites are available for booking. Owners live onsite. Starbucks, Safeway, Gas Stations and Eateries are right across the street. Nai’a (Dolphin) Suite Offers: -Kitchenette -Private Bathroom -Separate Entrance -AC and Powerful high end fan -King size bed w/luxury bedding If you want a beautiful garden, great host family and a short walk to the beach this is the place for you.

Home in Laie
4.83 out of 5 average rating, 6 reviews

Beautiful home in Laie, 5 min walk to the beach!

Available for a couple weeks in June 2026 We love our sunny yellow home in Laie! One of the best things about our home is we are only a 5 min walk to our favorite beach. Close to the Polynesian Cultural Center, LDS temple, BYU Hawaii and beautiful North Shore beaches. Come and enjoy our freshly updated home. We provide beach chairs, umbrella, boogie boards, and beach towels. Up to 30 day rental. Availability questions?801/722/8214 or FB Cathy Erickson Kimball.

Guest favourite
Home in Kawela Bay
4.92 out of 5 average rating, 105 reviews

Condo near Turtle Bay w/pool, beach & BBQ

Experience laid‑back island living on Oahu’s North Shore, just steps from Turtle Bay and the beach. Relax on the patio with sunrise coffee or unwind after surf sessions. - Sleeps 4 | 1 bd + loft | 3 beds | 2 baths - Year‑round pool, tennis & pickleball courts - Beach access, beach essentials & kayak - Private patio/balcony w/ BBQ grill - Kitchen, Wi‑Fi, workspace & in‑unit washer/dryer - Family‑friendly: Pack ’n play, toys & board games

Popular amenities for kayak rentals in Kailua

Quick stats about holiday rentals with a kayak in Kailua

  • Total holiday rentals

    Explore 20 holiday rentals in Kailua

  • Nightly prices starting at

    Kailua holiday rentals start at $154 SGD per night before taxes and fees

  • Verified guest reviews

    Over 720 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Kailua holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Kailua rentals

  • 4.9 Average rating

    Kailua stays are highly rated by guests – averaging 4.9 out of 5!

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