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.
Studio With AC, Full Kitchen, Free Parking, WiFi, and Near Beach!
*********IMPORTANT********The Association of Apartment Owners (AOAO) of Marine Surf Waikiki has contracted Seal Masters of Hawaii to perform a major Exterior Concrete Repair and Painting Project. This important work will help preserve the safety, structure, and...
Steps to the Beach! 3 Bedroom!
Enjoy the stunning scenery while lounging by the pool or grilling up a delicious dinner on the lanai. With spacious living areas, a fully equipped kitchen, and comfortable bedrooms, this vacation home has everything you need for a relaxing getaway.In addition to the...
NS E240 Beautiful Condo w AC Short Walk to Napili Bay
Napili Shores E240 Beautifully Decorated Condo in Tropical Resort--Short Walk To Napili Bay FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca...
2 bedrooms, 2 bathrooms - Across street from beach and close to Kailua Village
Welcome to the Royal Kahili, located on Alii drive, close to everything on the Kona Coast. Within minutes of shopping, restaurants, and places of interest in Kailua Village.Enjoy the ocean view from the pool area, see the surfers at two of the Big Island’s best surfing...
New Listing! The Maui Sea Turtle Condo
Welcome to “The Maui Sea Turtle Condo” an Oceanfront Paradise, Inside and Out! A beautifully updated 1-bedroom, 1-bathroom, second-floor retreat at the highly sought-after Hale Mahina Beach Resort in Honokōwai, perfectly located between Ka'anapali and Kapalua on Maui's...
On the beach, Beautiful ocean views.
Your relaxing Hawaiian vacation is calling! This is the place to come and unwind from the hustle and bustle of everyday living. During whale season you can sometimes see whales right from your own private lanai! Warm breezes, intimate setting with beautiful ocean views....
Turtle Bay Aloha Nui Loa Price drop Open dates in December.
This beautiful, renovated second story 1 bedroom + loft and two bathroom unit has high ceilings and is located on the Fazio Golf Course adjacent to the Kuilima West tennis court, pool and BBQ area at Turtle Bay. This is resort living at its best! Spacious and...
Private Getaway w/ Bali Hai Oceanfront Views!
Welcome to your island oasis at Pali Ke Kua—one of the North Shore’s most sought-after locations! This beautifully furnished, private condo is nestled in the heart of Princeville and just minutes from Kauai’s world-class beaches, lush mountain trails, scenic golf...
EL J111 Spacious Garden Studio w Pool Hot Tub
Eldorado J111 Spacious Garden-level Studio, Easy walk and Closest to Kaanapali Beach This beautiful Studio/1-bath condo at Maui Eldorado is the perfect place to call your home away from home during your well deserved Maui vacation. Eldorado J111 is located in sunny...
This apartment is a 0 bedroom(s), 1 bathrooms, located in Koloa, HI.
Enjoy the ideal getaway in our air-conditioned Beachcomber Studio, which is tucked away in the midst of magnificent lush tropical landscape covering a quarter of an acre. The mesmerizingly white sands of Poipu Beach are only a brisk five-minute walk away from the...
Makani Sands #302 3brm Townhouse on Ocean
Makani Sands #302 is a 3 bedroom 2 1/2ba townhouse on the 3rd & 4th floors with 3 lanais with spectacular view. Quick access to our beach and BBQs. This beautiful condo is filled with art work by local Hawaiian artists. Gourmet kitchen with new sub zero freezer....
New listing!+ Nā Pali Coast + Walk to Queen's bath
Experience paradise at this stunning 5-bedroom, 3.5-bathroom home, just minutes from the breathtaking Queen’s Bath in Kauai. Nestled in the heart of Princeville, this beautifully designed retreat offers the perfect blend of luxury, comfort, and island charm.This...
Foster Twr NEW REMODEL 1 BR/1BA Lanai 25th Floor Panoramic View Ocean & Mountain
NEWLY REMODELED: The panoramic Ocean & Mountain views from the huge wrap around windows from this top floor 1 bedroom 1 bath condo is amazing. Wake up and watch a beautiful sun rise. and then watch as the rainbows begin to pop up along the mountains. Have a cup of...
MRR Presents Kaanapali Ali'i 225 - Expansive 2BR Interior Corner Remodel w/ Partial Ocean Views!
Beautifully remodeled, suite 225 boasts an expansive 1800 sq ft of living area from its highly sought-after interior courtyard corner location. Enjoy partial Pacific Ocean views, as well as views of the lush Ali'i courtyard and pool area, and Maui's neighbor island...
Waikoloa Villas A107: Tropical Oasis - On Golf Course near Waikoloa Beach Resort
Welcome to Waikoloa Villas A107 by Gather, a peaceful two-bedroom, two-bathroom ground-floor condo overlooking the 9th fairway of the Robert Trent Jones II–designed Village Golf Course. Located in the heart of Waikoloa Village at a cool 800-foot elevation, this inviting...
Breezy Beachfront Getaway w180 degree Oceanview
This RARE CORNER Breezy OCEAN/SAND BEACHFRONT studio promises an unforgettable Hawaiian retreat - the perfect way to immerse yourself in tropical bliss.Luxuriate on a white sand beach or simply sit back and relax with the amazing blue vistas beyond two wall-size crystal...
Gorgeous 2 Story Penthouse with Oceanview, Nearby Beaches, Dining & Shopping!
BRAND NEW LISTING!! **Professionally Cleaned, No-Contact Check-In and Check-Out Process**Welcome to Paradise! Ocean View 2 Bed, 1 Bath Penthouse Corner Unit, Across From Beach & Sleeps 6 PeopleThis top floor, penthouse unit is conveniently located at Kihei Alii Kai...
PRIVATE&PEACEFUL - Unit in Lush, Tropical Complex
BRAND NEW, INDIVIDUALLY CONTROLLED, STATE OF THE ART SPLIT A/C THROUGHOUT.This modern and updated garden view 635 square foot unit is equipped with its own private lanai with lush tropical foliage right outside that adds to the peacefulness of this tucked-away ground...
Wailea Beach Villas Luxury Four Bedroom Condo L109 Ginger And Palms
Features of our 3300 sq condo include: Two full master suites Second and Third bedroom can have two twins or king sized bedFourth Bedroom is queen sized bedWaterworks Bathrooms with large soaking tubStudio Becker Kitchen with 2 subzero refrigerators, Gaggenau Electric...
🏖️Great Golf Course & Ocean Views | 2 Bdrms + Loft | Convenient Location | vrKCV
vrKCV - Country Club Villas 302, Professionally Managed by Kona Coast VacationsThe Pineapple Princess – A Stunning Ocean-View RetreatWelcome to The Pineapple Princess, a beautifully appointed condo in the exclusive Country Club Villas. Overlooking the 18th fairway and...
KRV 1612 Remodeled 2BD Kapalua Villa Ocean Views Heated Pools
Kapalua Ridge Villas 1612 Remodeled 2Bedroom Kapalua Villa with Breathtaking Ocean Views! Live Your Maui Dreams with Elegance. Relax and Recharge with Much Deserved Pampering Welcome to your dream vacation retreat at the Kapalua Ridge Villas. This fully remodeled...
Ma'alaea Surf #G-1 – Ground Floor Gem with Modern Comfort
Ma‘alaea Surf #G-1 – Rare Ground-Floor Ocean View RetreatWelcome to Ma‘alaea Surf #G-1, a rare ground-floor gem offering unmatched convenience and comfort. This beautifully remodeled two-bedroom, two-bathroom condo was fully renovated in 2023 to create a modern and...
Punaluu Paradise Beach House "real ocean front"
*** IN ACCORDANCE WITH LOCAL LAWS we do 1-rental per 30 days, although guest does not have to stay 30 days. **** inquire to host for information.Punaluu Paradise Beach House - located on the Windward side of Oahu. This country beach home sits just feet from the water...
Ocean Front Banyan Tree 304 - Spectacular views!
OCEAN FRONT JEWEL!You will think you're in heaven when you see the dazzling view from this 2 bedroom, 2 bath 3rd floor condo. Enjoy spectacular Kona sunsets, whales in winter, dolphins, and surfers just below at a famous surf break. Banyan Tree Condominium amenities...
Maui Resort Rentals: Penthouse 3BR Oceanfront Villa @ Marriott's Maui Ocean Club!
Penthouse Three Bedroom Oceanfront Villa at Marriott’s Maui Ocean Club - New Lahaina and Napili Towers! With its premier location, luxurious accommodatiWith its premier location, luxurious accommodations, and sprawling tropical grounds, Marriott Maui Ocean Club is a...
Maui Resort Rentals: Honua Kai Hokulani 818 - Upgraded Top Floor 1BR w/ Partial Ocean & Mountain Views!
This beautifully upgraded top floor "penthouse" suite boasts one of the best one bedroom locations available at Honua Kai. Enjoy generous partial ocean views from the balcony and primary bedroom in addition to great views of the verdant West Maui Mountains. This suite...
KS 936 Spacious Penthouse Studio w Ocean Views AC Pool
Kaanapali Shores 936 Spacious Top Floor Studio with Ocean View, Perfect home away from home! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail,...
Endless ocean views with cozy accommodations
Noelani 105 is a 1-bedroom,1-bathroom condo featuring amenities such as panoramic ocean views, a washer/dryer, and a ground-floor lanai. The condo can accommodate up to 4 guests with a King-size bed in the bedroom and a queen sleeper sofa in the living space. The...
Studio 605 at the Waikiki Grand Hotel Hawaii
Legally permitted rental ☀Waikiki Grand Hotel®☀134 Kapahulu Ave #605⚕For your health and safety⚕we utilize additional Sterilization procedures between reservations.The unit is located in one of the most desirable and beautiful locations in Waikiki. This newly remodeled...
Kapaa Shore A201 Oceanfront - New Listing!
Kapaa Shore Resort Unit A201 Oceanfront 2nd Floor Oceanfront Resort Unit A201 on the 'Coconut Coast' Kapaa, Kauai Vacation Rental with **Pool Heated**Your Dream Vacation! 'Oceanfront' Unit A201 at Kapaa Shores offering a stunning ocean view with watercolor sunrises,...
Wonderful Maui Sunset Condo 1br 2ba, at Beachfront Resort!n
GREAT VALUE ON THE BEACH! WELCOME TO PARADISE ! We offer clean, sanitized and comfortable accommodation for our guests. Free Parking. Prep your gear --Windsurf/Kitesurf/Kiteboard right on our beach!! Very close to Paddle board and Surfing beaches. The best Sunsets on...
Live in Luxe Style w/Modern Kitchen, WiFi, Washer/Dryer–Kamaole Sands 10413
Unit 10-314 is a 1200 sf 2-bedroom vacation condo on the top floor with views of Kamaole Beach Park III (both elevator and stairs are available). Stylishly decorated with island charm, this unit offers air-conditioning, WiFi, mounted flat screen TVs in the living room...
Mana Kai Maui Resort condo with WiFi & private W/D - waves await
Mana Kai Maui Resort 602COur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best...
Awesome private studio w/AC one block to Sunset Beach
This is a great studio with private back yard and lanai. Comes with a queen bed, couch that pulls out to a bed, fully stocked kitchen, bathtub, and gas grill. Laundry is on-site, and gated parking for your car. Newly installed split AC system is heavenly!There are beach...
Third-floor condo in town with ocean view, lanai & pool - walk everywhere
Kalanikai 321Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wake up each morning to a gorgeous view of Kona Town, rustling palms, and the sparkling ocean horizon at this third-floor...
Studio With Full Kitchen In Waikiki! Just Minutes To The Beach!
Construction Notice 10/20/25: Exterior spall working is currently scheduled for 10/24 - 1/14/26 and painting work is currently scheduled from 7/13 - 8/7/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt...
Bright 1 Bedroom W/Lanai - Kamaole Sands 1205
Kamaole Sands unit #1205: Step inside the condo with keyless entry to a bright and airy living room set with plenty of seating and furniture for relaxing, dining, or entertaining. Complete with a queen murphy bed this condo comfortably accommodates up to 4 people. Large...
Right ON the beach, sleep to the sound of the surf!
Enjoy beachfront views AND stunning mountain views from this charming upstairs apartment. Recently voted one of Travel + Leisure's top 20 favorite resorts, these unique Hanalei vacation rentals at Hanalei Colony Resort are just steps away from the secluded sandy beach...
Nihilani 3 Br, 2.5 Ba, Garage, Pool, Jacuzzi, BBQ area, Resort Living, no AC
koʻu hauʻoli ka hale i loko o Princeville (my happy home in Princeville) -The Townhome complex of Nihilani is situated in the world-renowned Princeville Resort on the Garden Island of Kauai. The home is located in a neighborhood on a magnificent bluff between the...
Summer Special On 18th Hole closest to Hotel and Beach, Split Air Conditioners
This condo is called 'The 19th Hole' because it is located on the 18th hole of the Fazio Golf Course. It is as close as you can get to the Turtle Bay Hotel from Kuilima condos. There are split system air conditioners in the bedroom, loft bedroom and living room. The...
Enjoy beautiful garden views in Maui's paradise
Kamaole Sands 7-103 is a 1-bedroom, 2-bath condo situated on the ground floor level and can accommodate up to 4 guests, featuring a split A/C system in the living area. Beautiful garden views await you to enjoy paradise from the comforts of your private lanai. Dine al...
KBM Resorts | FREE CAR | Kaanapali Shores | Ground Floor, 2-Bedroom Condo - Steps to Pool & Beach! KS-155
** 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...
Mid-Term Stays in Gorgeous Condon Kona, Big Island
Big Island is a spiritual, beautiful and fun place to be! If you're seeking to indulge your spirit of adventure, look no further than Hawaii's Big Island. With active volcanoes, pristine beaches, tropical rain forests, and rich Hawaiian culture, this pocket of paradise...
NEW, BEACHFRONT KONA REEF ALOHA CONDO WITH A/C
Located on the first floor, Kona Reef #B7 offers stunning year-round views of golden sunsets and easy access to Honl's beach. Hear the crashing of the waves day and night! If what you're searching for is a private seaside apartment that's close, short walking distance...
Kauai Exclusive - Nihi Kai Villa 601 in Sunny Poipu!
Stellar location just steps from the ocean! Have fun on the ocean view pool deck by day and watch beautiful sunsets in the evening! At Nihi Kai 601, enjoy a bright, warm, and welcoming villa within this oceanfront tropical garden resort with vewly installed A/C as of...
Bamboo Treehouse for 2 Near Volcanoes National Park
This secluded Treehouse is just minutes from the National park. Beautiful features, inside and out. Test out treehouse living while you enjoy Hawaii. Perfect for couples with 1 queen bed (We only allow 2 guests at a time) and is perfect for any romantic couple wanting a...
Completely remodeled TOP FLOOR condo OCEAN View & 3 min walk to Kahana beach!
Welcome to MauiOhana condo! One bedroom, Top Floor unit with ocean view. Kahana Beach is right across the street where you can soak up some sun and swim in the warm crystal clear ocean. A perfect way to enjoy the beauty of the Maui island!!! Amazing Central West Maui...
OCEANFRONT RESORT- Gorgeous 1Bed/1 Bath -Kihei Sands Beachfront Condo-A12
Whale season is in full swing, and so are our prices - dropping to give you the best deal of the year! Come Experience these gentle giants from your oceanfront retreat, bask in the sun, and savor the laid- back luxury of winter on Maui. You'll love staying in our...
Seaside retreat - Twelve steps to the sand! Private and romantic.
2024 Traveler Award winning rental, Hanalei Colony Resort I2 is unique among north shore Kauai condo resorts. These Hanalei vacation rentals are directly on the path to follow, just take a few steps and you're on the sand. And I2 is literally just a few steps to the...
WEK 37C Getaway at Wailea Retreat w AC Pool Near Beach and Golf Course
Wailea Ekahi 37C Experience the Luxury of Wailea at Updated 1Bedroom Condo with Split AC Throughout and Comfortably Furnished and a Short Walk to South Maui Beaches FREE daily activities included with your stay value up to $956! Complimentary admission, every day of...