Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Wayfinder Suite | Wayfinder Waikiki | Waikiki Beach, Saltwater Pool, Kitchen
Wayfinder Suite (Summary) The full Wayfinder experience — a suite steeped in Hawaiian culture, local art, custom robes, and artisan bath products, steps from the birthplace of modern surfing. Swim in the 72-ft saltwater pool, unwind at the poolside bar, grab breakfast...
Marriott's Ko Olina Beach Club, 2BR/2BA, Sleeps 6
Discover your beachfront hideaway.The exquisite western shore of Oahu is home to Marriott's Ko Olina Beach Club, where waterfalls and fountains welcome your arrival. Only 18 miles from Honolulu, this secluded beachfront oasis is nestled within Ko Olina Resort & Marina,...
Spacious Unit Near Waikiki Beach | Waikiki Bliss & Breakfast Included
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Regency Waikiki City View 2 Bedroom 1 Bath
Ideally situated in Waikiki, this spacious two-bedroom condo offers all the comforts of home. Perfect for families or couples, it provides plenty of room to relax and unwind. City View 2 Bedroom 1 Bathroom• Kitchen includes ceramic stove top, microwave, dishwasher,...
2 Mi to Hawaii Volcanoes Nat'l Park: House w/ Deck
Work From Home | Modern Kitchen | Near RestaurantsYour month in paradise awaits at this charming 2-bedroom, 2-bath vacation rental in Volcano, Hawaii! Just a few miles away from a spread of scenic hiking trails and the one-of-a-kind Thurston Lava Tube, this property is...
Spacious 2BR Condo On The Beach - Family Friendly - Beach Gear Rentals!
Come explore the Big Island at this premium-level Marriott property on the beach. Surrounded by the clear, blue waters of the Pacific, this dream getaway is the perfect place to enjoy your next tropical destination.This property has everything you need for a tropical...
WG 901 — Relaxing ♪♪ Queen Suite in Waikīkī w/Kitchen, AC, & Pool
Escape to this Comfy studio in picturesque Waikiki, Honolulu. Guests will find a peaceful living area featuring a comfortable queen bed with white cotton linens, perfect for relaxing after a day of exploring. The space includes a bathroom equipped with fresh white...
Waikiki 1BR Suite at Grand Waikikian – Full Kitchen, Balcony & Resort Luxury
Elevate your Hawaiian getaway in this spacious one-bedroom suite at Grand Waikikian, a Hilton Grand Vacations Club, located within the iconic Hilton Hawaiian Village Waikiki Beach Resort on O‘ahu’s best-known beachfront. This suite blends comfort and resort luxury. The...
Oceanfront Paradise at Valley Isle 205 – 1BR1 BTH Maui Escape
Welcome to Valley Isle #205 — Oceanfront Serenity on Maui's West SideStep into paradise at Valley Isle #205, a beautifully appointed one-bedroom, one-bathroom oceanfront condo offering 768 square feet of comfort and breathtaking coastal views. Perched on the second...
Whalers Village Access + Pool. Dining. Gym.
Escape to paradise at Royal Lahaina Resort & Bungalows, set along Maui’s iconic Kaanapali Beach. Enjoy direct beach access, two oceanfront pools, on-site dining, tennis courts, and lush tropical gardens. Just minutes from Whalers Village and Lahaina Town, this resort...
Aqua Aloha Surf Waikiki 1412 | Downtown City Views – Pool & BBQ
Aqua Aloha Surf Waikiki 1412 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 301 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for...
Discover Tropical Bliss: Marriott's Maui Ocean Club - Your Hawaiian Dream- 1 Bd.
Cozy yet spacious. Intimate yet extensive. This one-bedroom features luxurious comfort for memories together and space to escape.If you’re searching for the quintessential Hawaiian getaway, then this resort is quite the catch. If the sunshine, beaches, and glowing...
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Honua Kai | 3 FREE CARS | KBM Resorts | Front Alii Suite | 3 Units, 6 Bedrooms | HK ML-3143
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Waikiki Beach View Retreat ~ Steps to the Beach ~ Sleeps 5 ~ Free Parking
Wake up to stunning ocean views and step onto the beach in under a minute — this is Waikiki living at its finest. Nestled at 1765 Ala Moana Blvd along the beautiful Ala Wai Boat Harbor, this stylish 1-bedroom apartment comfortably sleeps 5 and puts you right at the...
Oceanfront Stunning Ocean Views in Paradise at Lahaina Shores Studio
Beachfront Paradise Studio | Prime Lahaina Location | Stunning Ocean ViewsThe SpaceStep into your own slice of Hawaiian paradise! This thoughtfully designed studio offers everything you need for an unforgettable Maui getaway. Floor-to-ceiling windows frame breathtaking...
Urban Oasis in Honolulu: Comfort & Parking
Welcome to our charming one-bedroom suite in a popular hotel condo in the heart of downtown Honolulu! Experience comfort and convenience with 24-hour security and complimentary parking. Walk to 7-Eleven, and other trendy restaurants. Stay connected with free WiFi and...
One bedroom suites available. Kaanapali Beach Club is a resort located directly on the beach at the north end. Resort has had many updates and is a good value for the money.Please note there is a Hawaii Transient Tax that has to be paid directly at the resort.
Valley Isle Resort #406 - Vacation West Maui
Valley Isle Resort Studio #406 is a beachfront condo located on Kahana Bay in Maui, Hawaii. This studio sleeps up to 4 guests with a queen Murphy bed and queen sofa bed. It features a kitchen, private lanai over the ocean, and amenities such as free WiFi, cable TV, and...
3BR 2.5 BA Panoramic Ocean Views Oasis Na Hale A3
Escape to paradise with this picturesque vacation rental located in the esteemed Na Hale O Keauhou community in Kailua Kona, Hawaii. This tranquil and polished space offers one of the best ocean views in the complex, allowing you to immerse yourself in the beauty of the...
This Waikiki resort offers effortless access to enchanting strolls along the iconic beach. Soak up the sun, try kayaking, or sign up for a surfing lesson. Immerse yourself in a luau and enjoy delicious Hawaiian cuisine while watching traditional dance and music...
Renovated 1BR at Maui Banyan - Pool, Hot Tub, A/C
** 10% of profits go to the Hawaii Community Foundation to support the people affected by the wildfires. Mahalo! **Experience all that Maui has to offer from our newly remodeled condo: ✓ Right across the street from Kamaole Beach II✓ King bed + blackout curtains✓ 2...
Waikiki Penthouse 2bd/1ba, Diamond Head Views, 5 mins from Beach and Dining
Chic, spacious 2BR/1BA penthouse condo in Waikiki with gorgeous Diamond Head views. Short 5 min. walk to Waikiki Beach, Honolulu Zoo, numerous restaurants and shops. Over 1,000 sq. ft. with free covered assigned parking, central A/C, in-unit washer/dryer, and dedicated...
Waikiki Gem | 0.7 Mi to Aquarium | Courtyard Pool | Pets Are Allowed
Experience vintage Hawaii without breaking the bank. Simple, budget-friendly property located in the heart of downtown Waikiki and just a 5-minute walk from Waikiki Beach. Guests can enjoy live Hawaiian music and a mini hula show every Monday night while staying in the...
Condo-Ocean & Mountain View, 2BR Ensuite Baths, 2 Lanais, Walk to Kalapaki Beach
Say hello to a prime location with 24-hr security and an easy drive to the North and South shores at this Lihue vacation rental. This single-level unit features 2 bedrooms, each with a private full bathroom, 2 lanais offering ocean and mountain views, and a fully...
Coconut Plantation 1074-4: Upscale 3BR Beach House—Walk to Lagoons & Golf Course
Welcome to Coconut Plantation 1074-4, a serene 2-story townhome set within the lush Coconut Plantation neighborhood at Ko Olina Resort. This monthly vacation home blends the comforts of a private residence with the warmth of island life, surrounded by tropical gardens...
Honua Kai Konea 107 Ocean View 2 Bedroom 2 Bath
Konea 107 Ocean View 2 Bedroom 2 Bath- Exclusive on-site provider with the only homes that meet the prestigious AAA 4-Diamond designation- Private spacious lanai opens up to a lush Garden landscaped courtyard with convenient access to the pools- Over 1,300 sq. ft. of...
BEST LOCATION in Ekahi! Bldg 8! 30 second walk to the beach-$299 winter/spring!
Wailea Ekahi 8D is an exquisite vacation rental located in the serene Wailea Ekahi Village. This spacious one-bedroom, two-bathroom condo is located on the second floor with vaulted ceilings and elevated views over the landscaped grounds below.We purchased this unit for...
Waikiki Seaside Luxury King Condo with Balcony
Newly renovated around 420sqft condo located on 20 floor, amazing view of diamond head, canal! Cozy bedroom, it has a king bed, a lay-flat sofa, 65'' 4K smart TV, modern living room and kitchen with access. swimming pool, sauna, hot tub and grill.Short distance to...
This 6BR offering combines one of the finest 3BR oceanfront residences at Honua Kai, Suite 402, with a neighboring 3BR oceanview residence, Suite 404, to create an epic gathering space. Perfectly suited to larger groups and families, each residence boasts stunning ocean...
Luxury Hotel Suite-24th Floor, Ocean & City Views
Experience Honolulu from this elegant 24th-floor suite at the iconic Ala Moana Hotel. Step onto your private lanai and take in sweeping city views with a sparkling glimpse of the ocean. The suite features a plush king bed and a pull-out twin for flexible sleeping...
3 BDR/3BTH Oasis | Dual Suites + Outdoor Kitchen
Modern Hawaiian Oasis with Dual Primary Suites, Outdoor Showers & Outdoor Kitchen – Waikoloa Beach ResortWelcome to your Big Island getaway!This luxurious 3-bedroom, 3-bathroom retreat in the exclusive Ainamalu community of Waikoloa Beach Resort is designed for comfort,...
Oceanfront Bliss Awaits at Wyndham Shearwater Resort 2 Bd. Dlx. Lower Level
Your Family’s Kauai Retreat Starts Here – Perched on a scenic bluff in the lush Princeville community, Wyndham Shearwater Resort offers sweeping ocean views and a tranquil ambiance, making it the perfect family escape.Spacious 2 Bedroom Deluxe Lower-Level Villa –...
Kaanapali Plantation | Multi Unit Listing | KBM Resorts | 2 Units, 6 Bedrooms | KPL ML-3526
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
*TOP FLOOR* Waikīkī Studio steps from the ocean
Summary:Discover your ideal getaway on the TOP FLOOR at our premier resort unit in Waikiki! Perfectly located between the beach, lively Waikiki shops, and the marina, this cozy studio is set within the prestigious Ilikai community, just a few blocks from the shore.Enjoy...
Honua Kai | 2 FREE Rental Cars | KBM Resorts | Ocean Front | 2 Units, 5 Bedrooms | HK ML-2588
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Laid-Back Luxury: Poolside Days & Island Exploration by Bike
Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....
Summary:Highlights: Balcony- Steps to the Beach • 3 Pools & 2 Hot Tubs • Free Parking • Air-Conditioned Welcome to Sunny Plantation Hale, Your Bright & Breezy Kauai EscapeHale a cheerful, sunlit retreat —perfectly tucked beside the Coconut Marketplace and just a short...
Honua Kai | 2 FREE Rental Cars | KBM Resorts | Amazing | 2 Units, 3 Bedrooms | HK ML-2867
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
MISO COMPHY Cozy ocean view studio condo in peaceful Lahaina with AC, Pool & Gym
Royal Kahana 619 Upgraded BeachFront Studio A/C, pool, BBQ, gym - OCEAN VIEWAMAZING WEST MAUI LOCATION Step into your dreamy Maui retreat at MISO COMPHY, a fully air-conditioned oceanfront studio perched on the 6th floor of the Royal Kahana Resort. From the moment you...
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Maui Vista #2-218 Close to Beach, Pickleball Courts, Full A/C
Maui Vista #2-218 is a 1 bedroom / 1 bath, garden view unit with a peakaboo ocean view. It has a full kitchen, air conditioning in both the living room and bedroom, and a washer / dryer. There is also cable T.V, with premium chanels HBO, Showtime, & Stars, unlimited...
Honua Kai | 2 FREE CARS | KBM Resorts | Gorgeous Inner Courtyard | 2 Units, 4 Bedrooms | HK ML-3311
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Honua Kai | 3 FREE CARS | KBM Resorts | Wrap Around Lanai | 3 Units, 6 Bedrooms | HK ML-3350
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Kuleana Club #608 Oceanfront - 1 bd 1 ba - Gated
Summary:Located on Maui's tropical west coast, the Kuleana Club has a panoramic view of the Pacific and the lovely offshore islands of Molokai and Lanai. This unit is a ground floor oceanfront condo, only steps to the ocean, and surrounded by a plush Hawaiian garden....
Updated 3-26! 1 of the Best Private Views in HI. Top Floor, only 3 steps 1 story
Wake up to the sound of the ocean in this stunning, newly renovated Kona retreat—just steps from the water. This rare top-floor end unit offers ultimate privacy with no one above, abundant natural light, and refreshing island breezes. Thoughtfully designed with modern...
Kaanapali Alii 1362 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean Front________________________________________This two-bedroom oceanfront condo offers beautiful ocean views from all rooms! Enjoy an unobstructed look at the gleaming pacific and the golden Kaanapali Beach,...
Fully Remodeled Oceanfront Condo MAKENA SURF RESORT, #F-206
Makena Surf #F-206Discover the beauty of Maui’s southern coastline at Makena Surf #F-206, a luxurious 2-bedroom, 2-bathroom oceanfront condo that sleeps up to 4 guests. Set within a gated community of lush tropical gardens and pristine beaches, this retreat combines...
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...