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.
Comfortable Townhome in Waikoloa Resort - Walk to Shops!
Two-story townhome located in a prime location on the golf fairways at Waikoloa Resort, close to the best shopping, restaurants and beaches in South Kohala. This charming three bedroom property has a spacious living room with high ceilings, a full kitchen and a lanai...
2 Bedroom Stunner! Upper floor! Right on Ocean! Book Winter #211
ALOHA AND WELCOME TO HALE KAI # 211 Located on the beautiful island of Maui just 150 feet from the beautiful Pacific ocean, Hale Kai # 211 can be your home away from home. Our condo offers ample space, (988 sq. ft.), privacy and a prime location. With two bathrooms, two...
Luxurious oceanfront, walking distance to cafes, restaurants, and shopping!
Nothing beats the view from the Lanai in this Sandy Paradise. Imagine spotting turtles and waves before you even leave the place! You'll do it while enjoying the luxury of a hotel and coziness of home!You are centrally located in South Kihei, with access to many beaches...
Oceanfront Condo Near Kona's Banyan Surf
This Beautiful 1 bedroom, 1 bath Condo is just an elevator ride and steps from the oceanfront park where you can BBQ or watch the Surfers and sea turtles, or just lay out on the lounge chairs. If you don't like the Salt water you go in the Complex's Pool instead. During...
Oceanfront 1-BR Condo in Waianae w/ Sunset Views
Escape to this oceanfront 1-bedroom condo at Hawaiian Princess Makaha in Waianae. Ideal for couples seeking a romantic Hawaiian getaway, the unit features breathtaking views of the Pacific, modern amenities, and direct beach access. Relax on your private lanai or...
Maluhia: Luxurious Kailua Home w/Pool Oasis, A/C, Near Beaches and Shopping!
Let the serene energy of Maluhia draw you into effortless island living. Nestled in the heart of Kailua, Oahu, this two-level private villa blends contemporary comfort with tropical tranquility. Nearly 5,000 square feet of refined indoor-outdoor living open to lush...
Hale Kamaole Condo w/ A/C, Shared Outdoor Pool - Beach Lovers Dream
Hale Kamaole 234Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
BBQ Grill on the lanai. Waikoloa Beach Villas H1
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas H1Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom Upstairs: One Queen BedGuest Bedroom Downstairs: Two Twin BedsSleeper Sofa:...
Royal Kahana 1104 - Oceanview Studio - Free Activities - Oceanfront Complex!
Royal Kahana Studio 1104 Wake up each morning to views of the beautiful Pacific and the island of Molokai resting on the horizon. You will enjoy a breakfast filled with tropical fruit and fresh island coffee on your private lanai in this comfortable ocean view studio...
Cool Hawaii Vibe+Decor! Chic Kitchenett, Lanai, and AC, WiFi–Waikīkī Grand #301
Castle at Waikīkī Grand #301 is a studio vacation rental just steps from the best Waikīkī have to offer. With Waikīkī Beach, Kapiolani Park, the Honolulu Zoo, and Waikīkī's outstanding dining, shopping, and activities right outside your door, there’s no better...
Steps to Best Beaches.Renovated! Best Value in Paradise! Free Wifi,Long Distance
1Bed/1bath vacation condo with full kitchen, the unit is newly renovated. It is centrally located is South Kihei, a cozy beach town in sunny South Maui.Quiet end unit away from traffic with lots of privacy. It's fully equipped with cooking, cleaning and fun beach...
Beaches & Sunsets-Heart of Kihei
The Absolute Best Location in all of Kihei!!! Our condo's central location makes it the perfect place to explore the rest of the island. The best part of the location is that it is right across the street from a couple of beautiful secret beaches and coves, where you...
Sugar Beach Resort Condo w/ Free WiFi, A/C-Snorkel, Surf, Swim
Sugar Beach Resort 335Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Koa Resort 1D- Special location- private and quiet- Air conditioning!!!!
A beautiful tropical garden setting awaits you from this first floor location. The one bedroom one bath apartment is upgraded and updated . New Air Conditioning throughout the apartment! It has a spacious living/dining/kitchen area. The bedroom has a queen bed and there...
KBR #202 - 2 Bedroom /2 Bath Ocean Front Upgraded Condo in Sugar Beach!
Experience the ultimate beachfront getaway at Kihei Beach #202, a beautifully upgraded 2-bedroom unit located on the 2nd floor. With central A/C, stunning ocean views, and a newly renovated kitchen, this condo offers a serene and luxurious retreat. The master and guest...
Aloha Ku'ilima - Kuilima Estates West
Experience the ultimate North Shore escape at Aloha Kuilima, a chic retreat just minutes from The Ritz-Carlton at Turtle Bay. This 1 bedroom, 2.5 bathroom haven features a private screened in lanai and two heated pools on property with charcoal BBQ grills. Enjoy modern...
REDUCED TO 199/NIGHT, REMODEL COMPLETE! Kiana and Kalia's Island Paradise!
WATCH AND LISTEN TO THE WAVES CRASH WHILE YOU TAKE IN THE RELAXING SALTY FRAGRANCE OF THE OCEAN. IS IT TIME TO GET LOST ON VACATION WHERE YOU CAN ENJOY RAINBOWS, MOUNTAINS, TURTLES, KOI FISH, LUSH LANDSCAPING AND VIEWS ACROSS TO MOLOKAI! MAUI IS NOT JUST A TROPICAL...
Kona Shores 203: Amazing location&fully equipped condo in Oceanfront complex!
This Top Floor condo situated immediately next to Alii Drive has everything you need to enjoy your time on the Big Island of Hawaii! The property features a full kitchen and a full bathroom. There is a Queen sized bed, plenty of seating in the living area, flat screen...
Discover Keauhou Paradise: Gated Neighborhood with Pool & BBQ
Enjoy beautiful Keauhou, Hawaii from the comfort of this quiet, gated neighborhood complete with a pool, hot tub, and BBQ. With close access to manta ray dives, fine dining, golf, and more, you are sure to find something nearby that strikes your fancy!When you enter...
Beachfront Bliss: Makena Surf Resort B304 - Lovely Ocean Views & Lush Landscapes
Makena Surf B304Nestled within the prestigious Makena community, Makena Surf Resort offers a luxurious and serene beachfront retreat. This gated property boasts six exclusive two- and three-story buildings, each designed to showcase sweeping views of the Pacific Ocean....
@ Marbella Lane - Pōmaika'i Ocean Love Paradise
Summary:Step into this enchanting 4-Bedroom sanctuary, nestled within a gated community in the heart of Makaha Valley. This modern retreat offers the ideal blend of luxury and tranquility, perfect for couples seeking a romantic escape. The breathtaking yard boasts...
New Listing! Poipu Townhome with Pool and Gym
Wake up to beautiful mountain and palm views at this Pili Mai townhome in Poipu. Experience everything Kauai's South Shore offers with easy access to golf, beaches, and shopping.Prime Location and AmenitiesLocated alongside Kiahuna Golf Course, just steps from Poipu...
Spacious and Modern Maui Condo Steps to the Beach!
Perfect Tropical Getaway Relax and enjoy our remodeled Kahana condo.This spacious unit offers beautiful natural light, an open floor plan, lush garden and ocean views. This two level condo has been upgraded with all new appliances and furnished in casual and comfortable...
Modern Ocean View W/Lanai and A/C - Waikīkī Shore #704
Castle Waikīkī Shore #704: You’ll love all the thoughtful upgrades in this recently renovated deluxe studio unit! In addition to views of Waikīkī and the Pacific Ocean, you’ll have a furnished lanai perfect for two, a king-size bed, modern dark wood furnishings,...
Easy Poipu Living! Lanai, Full Kitchen, WiFi, TVs+Upgraded Bath–Kiahuna 2310
Overlooking the resort’s Moir Gardens once listed among the “10 Best Cactus and Succulent Gardens in the World,” this 690sf deluxe vacation villa blends all the resort perks you expect with the homey touches you appreciate. Think plantation-era ambience with...
🏖️Exclusive Mauna Lani Resort | Private Pool | Short Walk to Beach Club | vrKCV
vrKCV - Mauna Lani 9 - Hale Maluhia, Professionally Managed by Kona Coast VacationsWelcome to Mauna Lani 9 – Hale Maluhia, a private retreat where luxury meets tranquility in the prestigious Mauna Lani Resort community. This 4-bedroom, 3.5-bathroom home combines...
Pristine Lihue Condo w/ Balcony: Walk to Beach!
Your next Hawaiian adventure awaits at this 2-bedroom, 1.5-bathroom vacation rental condo in Lihue where you can relax and enjoy a laid-back island lifestyle! As part of the Banyan Harbor Resort, you’ll have access to the community pool, barbecue deck, tennis courts,...
Beachfront resort.
This is a one bedroom unit at Hilton Hawaiian Village Lagoon Tower. Located on Waikiki's widest stretch of beach, this impressive property is nestled on 22 oceanfront acres, offering the best Waikiki resort experience. Discover the unique environment and culture of...
Waterfront Resort Escape with Shared Pool, Hot Tub, Putting Green & Tennis
Papakea Resort C204Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Spend your days strolling along the sun-kissed beaches and indulging in the long list of amenities when you book...
One Bedroom Garden View Luana Kai Resort B111
Lodging B111 is a one bedroom apartment with a king sized bed on the ground floor. B111 provides quick access from the lanai to the pool, tennis & pickleball courts, putting green, park, and ocean at Luana Kai Resort. B111 is decorated with laminate flooring. Brand new...
Private Ground Floor Plantations Condo On Kauai!
Escape to your perfect island getaway at The Plantation at Princeville, a beautifully refreshed condo on Kauai’s scenic North Shore. Recently updated with new vinyl flooring, this spacious ground-floor retreat features a private lanai, Hawaiian plantation-style...
Kihei Akahi D-608: Enjoy Partial Ocean Views from this 1 br Condo
This one-bedroom garden-view condo has beautiful ocean views in the distance. This unit sleeps up to four people with a king bed in the bedroom. The furnishings in this unit are a mixture of rattan with tropical accents. The living room has a mirrored wall creating an...
NP C3 Relax Recharge at Renovated OceanFront Hideaway w Pool
Napili Point C3 Spectacular & Spacious Oceanfront Condo at the Very Tip of Napili Point 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...
7th floor Dreamy King bed Studio plus Futon and all modern touches
Legally permitted short term vacation rental - 2425 Kuhio Ave #701Attention to style and detail at a great location will hopefully be your thoughts too, as you enter and start to relax in this stunning remodel at The Bamboo in the heart of Waikiki. It was certainly ours...
Ground Floor Condo with WiFi, Lanai, Shared Pool, and Beach Access
Hale Kai 111Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Paradise awaits at this modern, newly renovated condo. Located in a beachfront complex with ocean views, this home boasts...
🏖️Concierge Included | AC | Completely Updated | vrKCV
vrKCV - Kona Isle B22, Professionally Managed by Kona Coast VacationsExperience the ultimate Hawaiian getaway in this beautifully updated condo, offering modern amenities and a prime location near the ocean. Perfect for couples or small families, this condo provides the...
Hillside Villas 1508-2: 3BR Condo, Near Beach & Pool
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Discover the perfect blend of comfort and...
Great Deal for AC Private Oceanfront Penthouse Getaway On Kauai
Welcome to Pu‘u Poa — your penthouse in the sky overlooking the endless blue of the Pacific Ocean.Perched on an oceanfront bluff in the exclusive Princeville community and just steps from the renowned 1 Hotel Hanalei Bay, this top-floor, air-conditioned condo offers...
Hale Kamaole Condo w/ Shared Pool, Shared Outdoor Pool - Close to Beaches
Hale Kamaole 335Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Banyan Tree 203 - Peaceful oceanfront Kona condo
Welcome to Banyan Tree 203. With 1,166 square feet of living space, this two-bedroom, two-bathroom retreat comfortably accommodates up to four guests, making it an ideal choice for families or couples seeking a peaceful escape. Step inside to discover a beautifully...
OCEANFRONT CONDOnTOTAL REMODEL 2025n 2 POOLS KONA SUNSETS nPRIVATE LANAI A/C
TOTALLY REMODELED COMPLETED January 2025!!* New Italian ceramic tile floors & showers.* Solid Bamboo Cabinetry throughout. * Complete new bathrooms and kitchen. * Quartzite countertops & Bamboo cabinetry in kitchen. * Granite and Bamboo vanities in bathrooms. * Large...
Anini Beach House - Oceanfront on Kauai's North Shore
Our Anini Beach rentals include this romantic home that fronts Anini Beach with its two-mile stretch of soft white sand and the largest living coral reef on Kauai. Near the end of the sandy road, finding a private spot on the sparsely populated beach is never a problem....
Turtle Bay Deep Blue by RedAwning
Nice, partially upgraded upstairs condo with air conditioning in the bedroom only. WiFi. Golf course view.Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are surrounded by two beautifully manicured golf...
Nani Kai Hale #405 on Sugar Beach
Nani Kai Hale 405 is a 1 bedroom, 2 bath oceanfront Hawaiiana style condo along Sugar Beach. Enjoy your stay in this private condo with comfortable furniture and a split AC unit in each room. The open floor plan living room leads to a lanai with both ocean and Haleakala...
KK 306 Remodeled BeachFront 2BD w Ocean Views AC Pool
Kulakane 306 Remodeled OceanFront 2Bedroom, 2Bathroom Condo with Unobstructed Ocean Views and Pool. New Split Zone AC Throughout for the Warmer Summer Nights FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your...
Ilikai 1804 Ocean / Sunset / Marina Views King Bed, Sofa Bed
Unforgettable OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.**Recent Guest Reviews**ChrisMarch 2020Had a great stay. The room was as...
🏝️Summer Deals-Beautiful Kihei Hideaway Studio Across the Beach🏝️
This Studio has been remodeled and furnished with modern furniture for your beach getaway. You have a view of the tennis court from the lanai, while enjoying your breakfast or morning coffee. The unit comes with air conditioner to keep you cool after a day at the beach....
Fairways at Ko Olina 8g: Luxury Condo, Balcony Views, Resort Amenities
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Step into paradise with Fairways at Ko Olina...
Maui Resort Rentals: The Whaler 315 - Remodeled Interior Courtyard Studio, Gorgeous Ocean Views!
Suite 315 at The Whaler combines a luxurious contemporary island decor and fantastic ocean views from its interior courtyard vantage point.A full modern kitchen featuring granite countertops and custom wood cabinetry offers everything you need to prepare the perfect...
Spacious Studio on the Sunny South Side
Sunny south side studio condo with air-conditioning. This extra spacious (520 square feet) studio-style condo with lush garden view. The studio has a separate kitchen area and small dinette area, but the bed and the sofa, chair, end tables and coffee table, and TV are...