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.
Royal Kahana Maui 303 Ocean View Studio
- 3rd floor condo with balcony- Tile & Vinyl plank flooring throughout- Updated island style kitchen with– fridge, stove/oven, microwave, cookware, tableware- Updated bathroom with walk-in tiled shower with grab bar- 1 king bed and 1twin sofa bed- 431 sqft/40 sqm-...
Charming Waikiki studio close to beach and centrally located to restaurants, shops and attractions.
Want to be close to the beach and centrally located to restaurants, shops and attractions? Then this is studio for you! The beach is less than 10-minute walk. Shops and restaurants are at your doorstep. After a busy day, relax in this charming studio with queen sized...
Wailea Elua 808 - Scenic Ocean Views, Classic Wailea Charm, Central AC, Wi-Fi
Welcome to Wailea Elua 808, your ideal Maui retreat. This spacious 2-bedroom, 2-bath condo offers the perfect setting for a relaxing getaway or a family vacation. With a thoughtfully designed floor plan, stylish furnishings, and ample natural light, you'll feel at home...
Pu'ukala Sunset Estate w/ Amazing Ocean Views! by RedAwning
Escape to the breathtaking beauty of the Big Island and make your vacationdreams come true in this splendid 3-bedroom, 2-bathroom vacation rental home.Nestled in the heart of Kailua-Kona, this tropical paradise offers an open andspacious interior, complete with all the...
Royal Kahana Maui 1109 Oceanfront 1 Bedroom
- 11th floor condo with balcony- Updated open kitchen with granite counters includes stove, oven, stainless steel refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tiled entry, kitchen and bathroom with...
Kiahuna Plantation Resort 132 Ocean View 1 Bedroom
- First floor end unit with ocean views and Air Conditioning- Bright and airy tropical ambience- vinyl plank flooring throughout- Fully equipped kitchen with granite countertops and backsplash includes full size refrigerator, stovetop/oven, dishwasher, microwave, coffee...
Gorgeous Poipu Townhomes for 12 with AC! 5 Bedrooms.
New Listing!!Gorgeous Poipu 5 bedrooms for 12 with AC! The 5 bedrooms are made up of a separate 3 bedrooms 3 baths for 6, and a 2 bedroom, 2 bath just steps apart! 2 kings, 2 queens, 2 twins and a sofa sleeper.5 bathroom total.This fabulous property located in wonderful...
Spacious 2-BR/2-bath suite with full kitchen & living room, minutes from beach
Your Honolulu vacation begins at this 2-bedroom resort suite at Club Wyndham Waikiki Beach Walk. The master bedroom features a king bed and en-suite full bathroom with shower and jetted tub. The second bedroom features 2 double beds with a full bathroom directly across...
Cozy & Affordable Seaside Studio w/ Parking
This unit has almost everything you need for a seamless stay: an in-unit washer, a relaxing bathtub, access to a pool, and just steps from the beach. Ideal for both work and leisure, it’s fully equipped to make your extended stay in Hawaii comfortable and...
When you're ready to get away...
Nestled in Hilo, this delightful apartment offers a tremendous living experience. With a cozy living room featuring a king bed and futon, guests can unwind in style. The bathroom is equipped with a refreshing shower and a hair dryer for added convenience. Fall in love...
Stunning Ocean Side Kona Condo with breathtaking view. See whales and dolphins!
Aloha! Beauty, comfort and quality awaits! Enjoy the stunning view and sounds of the surf from your lanai, where you'll enjoy relaxing meals and watch dolphins and whales in season. No expense was spared in this beautiful ocean view condo. Designer furnishings, 2-person...
Explore Maui from our Cozy Oceanfront Room | Pets Are Allowed
Step into paradise: Explore Kanaha Beach Park & indulge at Queen Kaahumanu Center, right from our welcoming Kahului Bay doorstep.Wake up to the sound of the ocean in our cozy room. Here, every morning begins with the breathtaking sight of Kahului Bay, offering a serene...
Maui Ka’anapali Villas #409: One bedroom one bath garden view
Maui Ka’anapali Villas #409: One bedroom one bath garden view on N. Kaanapali Beach with Pool and Beach AccessThe space: Recent updates include all new living and dining room furniture including a new queen size chaise sleeper sofa. Full-size stainless-steel kitchen...
Kolea 5A - 3 bedroom garden view vacation rental
This large, ground level 3-bedroom, 3-full bath villa is just two buildings away from the pool and provides two king-sizedbeds, two twin beds, four wall-mounted TVs, and Sonos speakers throughout the unit. It condo offers a prime location withdirect access to a grassy...
Island Escape in Waikiki – 2BR Suite w/ Views, Pool Access, & Prime Location
Make this comfortable and convenient property your next Waikiki adventure! Relax by the pool, enjoy dinner with family at one of three on-site restaurants, or grab a pastry and morning coffee at the coffeehouse. And best yet, the sun, sand, and surf of Waikiki Beach are...
Royal Sea Cliff Kona 108 Oceanfront 3 BD 3 BA
This direct ocean front luxury condo is the largest and only 3 bedroom 3 bathroom unit in the entire Royal Sea Cliff complex. The open concept design flows seamlessly to the ocean at your doorsteps and outdoor wet bar. The luxurious master bedroom suite and living room...
Bay Villas Gold Oceanfront 1 Bedroom at The Kapalua Villas Maui, Outdoor Pool
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Ilikai Marina, Great Location, Minutes to Beach!
Construction Notice 5/30/25: Spall repairs are currently underway on the mountain-side units in May. Please be aware that construction noise may occur between 8 AM and 4 PM. Access to the lanai will be restricted from late August to early October. The project is...
Royal Kuhio 2303 - Spacious Upgrade Studio w/ Stunning Mountain Views in Waikiki
Heart of Waikiki - Royal Kuhio (23rd Floor)Address: 2240 Kuhio Ave., #2303, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
Kaanapali Alii | 394
Kaanapali Alii 394 is a luxurious ocean-view vacation rental located on the stunning white sands of Kaanapali Beach. This spacious two-bedroom condo, situated on the 9th floor, offers breathtaking elevated panoramic views of the Pacific Ocean, making it an ideal retreat...
2 bed 2 bath Condo in family-friendly building in Waikiki! Minimum 30 days
Located in Honolulu, this awesome condo features 2 queen beds in 2 bedrooms, along with a cozy living room with a sofa bed. With amenities like a washing machine, dryer, WiFi, and AC, guests can enjoy a wonderful stay in this cool space. Our place is equipped for both...
King Suite Oasis: Unwind with Jacuzzi & Bay Views (Unit B)
This newly renovated multi-level luxury estate home is located between Kaneohe and Kailua overlooking the Kaneohe Bay Yacht Club with convenient access to the H3 freeway. Shopping and the beach are only about 2.5 miles away. The main portion of the home spans...
Kauai Beach Resort, #2540: Premium Ocean View Suite! 4 Gorgeous Pools & A/C!
Welcome to Kauai Beach Resort! Come and enjoy our Premium Pool and Ocean View Suite! Located on the 5th floor, this beautifully renovated suite features stunning panoramic views visible from both queen beds and the lanai.Nestled on a lush, 25-acre beachfront property,...
Charming Pu'ukala Sunset - Near Hiking and Golf by RedAwning
Discover the beauty of Kailua-Kona with a stay at our charming one-bedroom,one-bath Ohana vacation rental. This cozy coastal retreat is the perfectescape for couples seeking an island getaway. Nestled in a sereneneighborhood, you'll enjoy the tranquility of the ocean...
Upscale & Luxurious Oceanview Resort Vistas
Summary:Fully remodeled in March 2024. This elegant 2-bedroom, 2-bath condo features upscale touches with magnificent ocean views. Located steps from Wailea, all of Maui is within reach. We offer a fully stocked kitchen for those who want to cook. Enjoy the resort's...
Marriott's Maui Ocean Club Napili/Lahaina 1 Bedroom - Many Dates Available!
For any reservation inquiries, please use the "Contact Host" feature under "Check Availability."Hosted by TravelscowtDiscover our exceptional ratings with hundreds of 5-star reviews on VRBO, Google, and our own Travelscowt website.Most high-demand weeks during the...
Poipu Beach Amazing studio
Ideally located on serene Po'pu Beach. Peaceful stretches of white sand beach and crystal blue pacific ocean with breathtaking sunsets. Onsite spa, resort pools, steps from many beaches and beach activities.Ideal for small families, this studio unit has 403sqft of space...
Fairway Villa at Waikoloa B4 Golf View 2 Bedroom
- Front office is located at the Kings' Shops, 69-250 Waikoloa Beach Dr., Suite B-13. Office is open daily 9 am - 5 pm. - Kitchen features cooktop and oven, refrigerator, microwave, dishwasher, coffeemaker, toaster, rice cooker, blender, cookware and tableware- Master...
Partial Ocean-City Vacation Condo at Sky Ala Moana with Amazing Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Sky Ala Moana stands as Honolulu’s latest epitome of opulence, featuring two distinctive towers: The...
Marriott Waiohai Beach Club - 2 BR - Island View - Sleeps 8 (SC)
Marriott Waiohai Beach Club - 2 BR Sleeps 8 - Oceanview**PLEASE READ ENTIRE DESCRIPTION BEFORE REQUESTING RESERVATION**Book our Amazing Condo & let The Timeshare Brokers, LLC make the booking process easy!Key Points: -You’re inquiring on a Timeshare for Rent. -Please...
Oceanfront Resort-Beach Access, Close to Oahu's Popular Sites
This delightful two-bedroom provides the perfect respite for the whole family.Ocean View Two Bedroom Villa, 2 King, Sofa beds: 2, Bathrooms: 2, Full kitchen, Microwave, 1280sqft/115sqm, Living/sitting area, Dining area, Separate dining room, Separate living room,...
3 Bed Gem: Views, Beach, Hot Tub, Pools, Golf
Summary:Corner unit with sweeping golf views, just steps away from the beach. Fully stocked with everything you might desire, steps restaurants or grocery stores. End unit feels like a house, provides privacy from neighbors, while being only steps away from the gorgeous...
2BR Ocean Front Villa - Dream Vacation at Marriott's Maui Ocean Club
This 2-bedroom villa in Lahaina is perfect for your escape to paradise. With a king bed and a full bed, this adorable property offers a jetted bathtub, a cozy living room with a sofa bed, and a fitness room for your convenience. Guests can enjoy the welcoming atmosphere...
2 Bed Steps to the Ocean April SALE! Best Price in Kauai East Side Free Parking!
Steps to the Beach in Kapaa Town – Perfect Location and ValueEnjoy the best of Kauai’s East Side at this newly remodeled two-bedroom getaway, just steps from the beach and within walking distance to shops, restaurants, and everything Kapaa Town has to offer. This...
Breathtaking View Room w/ Access to Infinity Pool
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...
Valley Isle Resort #907 - Vacation West Maui
★Free Wi-fi, Free Parking, No Resort Fees★Valley Isle Unit 907 offers a serene escape on Maui's western shore. This oceanfront condo boasts breathtaking views of the Pacific, with Molokai and Lanai in the distance. Enjoy modern amenities, including a fully equipped...
Royal Kahana Maui 1215 Ocean View 1 Bedroom
- 12th floor condo with balcony- Carpet & tile flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- Bedroom with 1 king bed- Queen sofa bed in living area- Ceiling...
1-Bedroom Within The Ilikai Hotel!
1 Bedroom Economy Lagoon View on the 8th Floor! This unit features a full kitchen, queen bed, free long distance and wifi. Enjoy this sought-after view of the lagoon and Pacific ocean from your very own, spacious lanai.Just a quick walk away, is Hilton Hawaiian Village...
High-Floor Beachfront Colony Surf Condo w/ Sunset Views, Diamond Head Gold Coast
Wake up to turquoise Kaimana Beach and fall asleep to fiery Hawaiian sunsets. Located on the 12th floor of the iconic Colony Surf, this 1-bedroom suite delivers true “live like a local” comfort with resort-level amenities.There is no air conditioning, so please...
Enjoyable 5-bedroom house with AC in Honolulu
Quiet neighborhood & desirable 2 story house build in 2023. This tremendous property boasts 5 bedrooms - 3 queen beds and 3 twin beds, perfect for families or groups of friends. With 5 bathrooms and a cozy living room with a sofa bed, guests will have plenty of space to...
All New Interior: Premium Beachfront Ocean View Condo on Hidden Gem Beach
Come enjoy the warm, soft sands of O’ahu at our cabana where no detail has been left unattended to. Located at one of the most underrated beaches on the island with turtle, dolphin and whale sightings often, we’ve incorporated the latest technology here for you to...
Luxury Coffee Farm -Endless Views -Pool - Now Totally Exclusive
Our entire Estate is for sale. All reservations will be honored out at least 30 nights and we will probably be able to honor reservations out to 90 days depending on circumstances. You deposit and all monies received will be entirely refundable up to 14 days of arrival....
!OceanView New Remodel Near Convention Ctr Waikiki
Remodeled private cozy studio on Niu Street with Ocean, Diamond Head, Ala Wai Canal and city view. Walking distance to Convention Center, Ala Moana, beaches, shops and eateries.Please inquire about other listings in same building!Monthly discounts available!*Guests...
30th Floor King Bed Suite - 30 NIGHT MINIMUM
MINIMUM 30 NIGHTS, OR GREATER STAY / PRICE REFLECTS MONTHLY RATE / NO OPTIONS FOR LESS THAN 30 DAY RESERVATION 2410 Cleghorn St. Honolulu HI 96815Superb Views from this 1 bedroom Suite that features brand new Kind Bed, the suite sleeps 4 guests on High Floor (30th)...
Relaxing Modern Oceanfront Suite–Sleeps 4 adults.
Enjoy this beautifully appointed oceanfront home in Kalapaki Bay. Take advantage of being centrally located with one of the best beaches and bays for SUP, beginner surfing, boogie boarding and more. The home is situated between 2 of the best resorts on the island. Enjoy...
Maile Hale
Maile Lei Hale is the perfect getaway for the Hawaiian vacation , Very spacious and unique surrounded by a dreamy island vibe 4 bedrooms 3 bath , full kitchen , pool , outside shower , tv room & kitchenette . more pictures coming soon
Kapalua Ridge Villas Fairway View 1 Bedroom
Ridge Villas Fairway View 1 Bedroom- The Ridge Villas are perched high above with views of Kapalua Bay Course’s fairway - Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed- Queen sofa bed...
Cozy Sunset Views w/ Lanai - Close to Beach by RedAwning
Escape the hustle and bustle of everyday life and immerse yourself in theserenity of our charming Kailua-Kona Ohana, a delightful 1-bedroom, 1-bathroomvacation rental. Located on the captivating Big Island of Hawaii, this coastalretreat offers a tranquil escape for...
Kanaloa at Kona Oceanfront 3 Bedroom 3 Bath
- Kanaloa at Kona is located at 78-261 Manukai Street, Kailua-Kona, HI 96740- Beautiful condominium situated on 16 acres of a secluded oceanfront lava flow overlooking beautiful Keahuou Bay. Relax in tropical gardens and lush flower-filled landscape- Golfers, families...
Waikiki Studio with beautiful view and minutes to beach.
Fully furnished studio. Queen size bed sleeps 2. Complete kitchen, minutes from beach and shopping. Brand new air conditioner. Beautiful unobstructed view from 14th floor. Pool, BBQ lounge area and pay laundry on 5th floor. Near Bus routes to everywhere. This unit is...